Structural identification of isomers present in technical perfluorooctane sulfonate by tandem mass spectrometry
Article first published online: 8 FEB 2006
Copyright © 2006 John Wiley & Sons, Ltd.
Rapid Communications in Mass Spectrometry
Volume 20, Issue 5, pages 844–850, 15 March 2006
How to Cite
Langlois, I. and Oehme, M. (2006), Structural identification of isomers present in technical perfluorooctane sulfonate by tandem mass spectrometry. Rapid Commun. Mass Spectrom., 20: 844–850. doi: 10.1002/rcm.2383
- Issue published online: 8 FEB 2006
- Article first published online: 8 FEB 2006
- Manuscript Revised: 9 JAN 2006
- Manuscript Accepted: 9 JAN 2006
- Manuscript Received: 29 NOV 2005
- Swiss Science Foundation. Grant Numbers: 200020-101473, 200020-109098
- Norwegian Science Foundation. Grant Number: 102154
The structures of isomeric by-products of technical perfluorooctane sulfonate (PFOS, C8F17SO) were characterized by high-performance liquid chromatography coupled to mass spectrometry. Ion trap (IT) as well as triple quadrupole (TQ) tandem mass spectrometry (MS/MS) identified ten PFOS isomers with best results being achieved by ion trap MS/MS. In addition to the linear isomer, the main by-products were isomers with geminal diperfluoromethyl groups and perfluoromethyl-substituted compounds. Purified fractions of the perfluoromethyl isomers allowed the elucidation of structures and the assignment of the retention times of perfluoroisopropyl-, 5-perfluoromethyl-, 4-perfluoromethyl-, 3-perfluoromethyl- and 1-perfluoromethyl-PFOS. The concentration of 2-perfluoromethyl-PFOS was too low in technical PFOS for a proper identification. Retention times of the geminal substituted diperfluoromethyl isomers could not be properly assigned due to co-elutions. The number and position of the CF3 groups can be derived from the MS/MS spectra, which allow an unequivocal identification of the isomers. TQ-MS/MS also allowed us to identify most of the isomers. Copyright © 2006 John Wiley & Sons, Ltd.